211491-01-9

Usage

Physical state

Yellow solid at room temperature

Uses

Primarily used as an intermediate in organic synthesis

Functional groups

Phenylbutadiyne and benzaldehyde moieties

Reactions

Useful for nucleophilic addition and condensation reactions

Applications

Production of pharmaceuticals, dyes, and other organic compounds, as well as potential applications in materials science.

Upstream product

• 10602-08-1 2-ethynylbenzyl alcohol 
• 932-88-7 1-iodo-2-phenylethyne 

Downstream Products

• 192128-16-8 1-[2-(4-Phenyl-buta-1,3-diynyl)-phenyl]-5-trimethylsilanyl-penta-2,4-diyn-1-ol 
• 211491-09-7 1-Phenylethynyl-3-trimethylsilanylethynyl-2,4-dihydro-cyclobuta[a]naphthalen-4-ol 

Relevant academic research and scientific papers

Cycloaromatization of a non-conjugated polyenyne system: Synthesis of 5H-benzo[d]fluoreno[3,2-b]pyrans via diradicals generated from 1-[2-{4-(2-alkoxymethylphenyl)butan-1,3-dinyl}]phenylpentan-2,4-diyn -1-ols and trapping evidence for the 1,2-didehydrobenzene diradical

Non-conjugated tetraynes 1 undergo thermal intramolecular cyclization to non-benzenoid diradicals (23) followed by radical cycloaromatization at 25°C to provide 7-dehydro-5H-benzo[d]fluoreno[3,2-b]pyran monoradical (24) and alkyl radicals (25). Hydrogen abstraction of 24 gives 5H-benzo[d]fluoreno[3,2-b]pyrans (3) which are converted to 4 by reaction with 25. On the other hand, 2 gives 5H-fluorenol (5), indicating the formation of 1,2-didehydrobenzene diradical intermediates (28 and 29). These radicals are trapped as the corresponding Diels-Alder-type products by reaction with an aromatic diene, anthracene.